HO H H 3 HO 4 + compound from chiral pool

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter12: Chirality
Section: Chapter Questions
Problem 19E
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Plan an asymmetric synthesis of the molecule  bicyclic alcohol 3, using a chiral auxiliary strategy. As indicated in the retrosynthesis, the route must incorporate the linear starting material 4 plus a compound from the chiral pool.

In answer  identify the chosen chiral pool compound (including the absolute stereochemistry required to afford the correct enantiomer of 1 or 3), include suitable reagents and conditions for every step of the synthesis (including how the chiral pool compound is converted into the relevant chiral auxiliary), full curly arrow mechanisms for every step and a thorough explanation of the stereoselectivity (including suitable 3D drawings) , its practice from 2019 paper . 

HO
H
H
3
HO
4
+
compound from chiral pool
Transcribed Image Text:HO H H 3 HO 4 + compound from chiral pool
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